"Newly discovered persona,” she said.
Jess’s choice of words was never accidental. This previously concealed aspect of my character was now on full display. I was not playing a role, this was not contrived, this was me, an emerging new identity.
So there I stood, her words still melting into my ears, her breath lingering on my skin. Challenging me to declare aloud the reality she already knew.
Looking in our full-length cheval mirror, I once again admired my pretty pink underthings. Quickly I attempted to reflect on what had led me to this moment, in hopes it may provide thoughts on a path forward.
For most of my life, I had considered myself straight. I would watch porn and assumed most men did. I was of course in a way always impressed, even fascinated by the significant size of the men’s cocks, but of course, I was straight.
One day while browsing for something to watch, seeking something with “two guys and a gal”, I stumbled across some scenes involving shemales. Over several weeks I watched and masturbated admiring the sexy femineity. Over a brief time, this led to further searches and I soon found myself increasingly viewing videos with feminized males. “Sissy”, they were called. Men, dressed as women, being used and treated like women! I could never be a transgender female or “shemale”, I thought, but it was not a stretch to think I dress feminine and pretend.
One afternoon while alone in the house, I went to Jess’s closet and stripped naked. Unsure what to try but craving the need to feel feminine. My eyes found her red silk kimono. Slipping my arms into the smooth soft fabric, feeling the silk cascade on my shoulders, and back, sent shivers through my body. My immediate reaction was a swelling between my thighs. I found a pair of lace red panties she had worn the day before, discarded in her hamper. Picking them up I noticed a slight stain on the gusset, held them to my nose, and inhaled. Her scent was present and was a perfect addition. Sliding her panties over my thighs my cock began to ooze precum.
I looked into the full-length mirror. The visual of red silk to my mid-thigh, red lace caressing my crotch, combined with the scent of pussy in my nostrils was incredibly sexy. My throbbing man parts continued to grow and leak, testing the limits of the panties for any weakness.
“This looks good,” I said out loud, though no one was there to hear it.
The protrusion in her, or rather my panties needed some attention. There was a dark wet spot growing as the bulbous head strained to escape its lace confinement.
Our office was just across the hall from the bedroom. My body felt like it was floating as I made the short journey to the hardwood desk.
In no time, the screen was filled with the image of a sissy in thigh thigh-high boots, and a crotchless lace body stocking. She had a modest-sized cock, but it was hard and ready. Her voice was soft and feminine, she moaned as her hands massaged her shaft, pumping the full length slowly and deliberately, a finger sliding into her sissy hole.
My body reacted. I found my hands sliding along my skin, touching my chest, nipples, abdomen, and thighs like a female lover would touch her partner. Carefully only grazing my throbbing member, knowing it would not take much to make me explode.